title: Enantioselective synthesis of the 5-6-7 carbocyclic core of the gagunin diterpenoids.
abstract: A catalytic enantioselective double allylic alkylation reaction has been employed in the synthesis of the core of the gagunin diterpenoids. Enantioenriched material was advanced in 11 steps to afford the core of the highly oxygenated target, which includes two all-carbon quaternary stereocenters.
authors.affiliation: The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, MC 101-20, Pasadena, California 91125, USA.
authors.forename: Grant M
authors.initials: GM
authors.lastname: Shibuya
authors.forename: John A
authors.initials: JA
authors.lastname: Enquist
authors.forename: Brian M
authors.initials: BM
authors.lastname: Stoltz
mesh_terms: D000478:Alkylation; D002384:Catalysis; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D016877:Oxidants / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D004224:Diterpenes; D016877:Oxidants